6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'-h]quinoxaline

Chemistry Building Blocks, Dibromo Monomers, Heterocyclic Building Blocks, Monomers

6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'-h]quinoxaline

High-quality DTQx-2BOThBr

A quinoxaline derivative monomer as electron deficient acceptor unit for the synthesis of medium to high bandgap oligomer and polymer donors in application of polymer solar cells, OFETs and perovskite solar cells.

Overview
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6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'-h]quinoxaline (DTQx-2BOThBr) is consisted of a fused dithieno[3,2-f:2′,3′-h]quinoxaline (DTQx) core that are joined by 5-bromo-4-(2-butyloctyl)thiophene on each side. The two large side-chains can enhance the solubility of the target molecules and also promote film crystallinity and morphology of the devices that are processed from the target molecules.

The parent structure quinoxaline has two fused six-membered rings, benzene and pyrazine. Distributed symmetrically in the pyrazine ring, the two nitrogen atoms at the 1, 4-positions give a weak electron-deficient characteristic of the quinoxaline unit. making it an ideal acceptor to construct medium to wide bandgap D–A type copolymer donors by copolymerizing it with various electron donating units.

Dithieno[3,2-f:2′,3′-h]quinoxaline is the further fused derivative of quinoxaline with two thiophenes on both sides of the benzene ring. Comparing with quinoxaline, dithieno[3,2-f:2′,3′-h]quinoxaline is a more planar and rigid structure which can promote ordered π–π intermolecular stackings and thus higher charge mobility in the film state of the molecules with a dithieno[3,2-f:2′,3′-h]quinoxaline moiety.

Chemical Structure

General Information

CAS Number	N/A
Chemical Formula	C₄₄H₅₈Br₂N₂S₄
Full Name	6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'-h]quinoxaline
Molecular Weight	903.01 g/mol
Synonyms	DTQx-2BOThBr
Classification / Family	Dithieno[3,2-f:2',3'- h]quinoxaline (DTQx), semiconductor synthesis intermediates, low band gap polymers, OLED, OFETs, organic photovoltaics

Product Details

Purity	>98% (HPLC)
Melting Point	N/A
Appearance	Yellow to orange powder/crystals

MSDS Documentation

6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'- h]quinoxaline MSDS Sheet

Pricing

Batch	Quantity	Price
B1111-250mg	250 mg	£300
B1111-500mg	500 mg	£480
B1111-1g	1 g	£760
B1111-5g	5 g	£3100

Literature and Reviews

Star polymer donors, J. Cao et al., J. Semicond., 43, 070201 (2022); DOI: 10.1088/1674-4926/43/7/070201.
Fine Tuning Alkyl Substituents on Dithienoquinoxaline-Based Wide-Bandgap Polymer Donors for Organic Photovoltaics, M. Busireddy et al., ACS Appl. Mater. Interfaces, 14 (19), 22353–22362 (2022); DOI: 10.1021/acsami.2c04104.
Quinoxaline-Based D–A Copolymers for the Applications as Polymer Donor and Hole Transport Material in Polymer/Perovskite Solar Cells, C. Sun et al., Adv. Mater., 2104161 (2021); DOI: 10.1002/adma.202104161.
Highly Efficient All-Polymer Solar Cells from a Dithieno[3,2-f:2′,3′-h]quinoxaline-Based Wide Band Gap Donor, T. Zhao et al., Macromolecules, 54 (24), 11468–11477 (2021); DOI: 10.1021/acs.macromol.1c01940.
Single-Junction Organic Photovoltaic Cell with 19% Efficiency, Y. Cui et al., Adv. Mater., 33 (41), 2102420 (2021); DOI: 10.1002/adma.202102420.

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